# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 23:41:45 2020
#   Inital geometry file: a 133 line input string
#   Ligand name: O3-ethyl O5-methyl 2-(2-azanylethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)C1=C(COCCN)NC(=C([C@H]1c2ccccc2Cl)C(=O)OC)C
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 06X  06X  'O3-ethyl O5-methyl 2-(2-azanylethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate'  ligand  53  28  .  2022-03-08  2022-03-08
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_06X
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 06X  CLAG  CL  CL    0  -0.134  -3.1776  -2.5267   0.5897
 06X  CAZ   C   CR6   0  -0.135  -2.3440  -1.9757  -0.8300
 06X  CAJ   C   CR16  0  -0.202  -2.5967  -2.6617  -2.0126
 06X  CAH   C   CR16  0  -0.283  -1.9661  -2.2737  -3.1827
 06X  CAI   C   CR16  0  -0.231  -1.0840  -1.2016  -3.1650
 06X  CAK   C   CR16  0  -0.308  -0.8449  -0.5321  -1.9769
 06X  CBA   C   CR6   0   0.277  -1.4663  -0.8963  -0.7823
 06X  CBB   C   CH1   0  -0.379  -1.1280  -0.1195   0.4821
 06X  CAY   C   C     0  -0.134   0.3307  -0.3472   0.8207
 06X  CAV   C   C     0   0.547   0.6324  -1.7190   1.2796
 06X  OAF   O   O     0  -0.449  -0.1380  -2.3691   1.9470
 06X  OAS   O   O2    0  -0.455   1.7904  -2.1931   0.8408
 06X  CAL   C   CH2   0  -0.181   2.1847  -3.5081   1.2626
 06X  CAA   C   CH3   0  -0.686   3.5528  -3.7833   0.6875
 06X  CAX   C   C     0  -0.182  -1.4495   1.3529   0.3216
 06X  CAU   C   C     0   0.575  -2.8810   1.6386   0.3293
 06X  OAE   O   O     0  -0.466  -3.7201   0.7633   0.3853
 06X  OAQ   O   O2    0  -0.466  -3.2058   2.9291   0.2920
 06X  CAB   C   CH3   0  -0.420  -4.5916   3.2558   0.2846
 06X  CAT   C   C     0   0.363  -0.4651   2.2730   0.1473
 06X  CAC   C   CH3   0  -0.734  -0.6137   3.7372  -0.1425
 06X  NAP   N   NH1   0  -0.725   0.8367   1.8780   0.2528
 06X  CAW   C   C     0   0.338   1.2392   0.6324   0.6784
 06X  CAO   C   CH2   0  -0.216   2.7011   0.5999   1.0255
 06X  OAR   O   O2    0  -0.494   3.4203   0.9262  -0.1365
 06X  CAN   C   CH2   0  -0.140   4.7945   1.1455   0.1050
 06X  CAM   C   CH2   0  -0.321   5.4483   1.5940  -1.1816
 06X  NAD   N   NH2   0  -0.799   4.9239   2.8775  -1.6202
 06X  H1    H   HCR6  0   0.274  -3.2862  -3.4950  -2.0161
 06X  H2    H   HCR6  0   0.264  -2.1645  -2.8098  -4.1013
 06X  H3    H   HCR6  0   0.259  -0.5824  -0.8902  -4.0717
 06X  H4    H   HCR6  0   0.261  -0.1533   0.3017  -1.9737
 06X  H5    H   HCH2  0   0.235   2.2030  -3.5585   2.3531
 06X  H6    H   HCH2  0   0.236   1.4566  -4.2389   0.9046
 06X  H7    H   HCH3  0   0.239   3.8706  -4.7822   0.9850
 06X  H8    H   HCH3  0   0.236   3.5464  -3.7458  -0.4018
 06X  H9    H   HCH3  0   0.234   4.2939  -3.0737   1.0560
 06X  H10   H   HCH3  0   0.233  -5.1033   2.8316  -0.5798
 06X  H11   H   HCH3  0   0.234  -5.0896   2.9188   1.1940
 06X  H12   H   HCH3  0   0.247  -4.6410   4.3398   0.2318
 06X  H13   H   HCH3  0   0.251   0.3436   4.1605  -0.4441
 06X  H14   H   HCH3  0   0.268  -1.3273   3.9248  -0.9386
 06X  H15   H   HCH3  0   0.271  -0.9482   4.2798   0.7409
 06X  H16   H   HCH2  0   0.233   2.8721   1.3524   1.8096
 06X  H17   H   HCH2  0   0.249   3.0069  -0.3621   1.4347
 06X  H18   H   HCH2  0   0.203   4.9292   1.9141   0.8784
 06X  H19   H   HCH2  0   0.206   5.2762   0.2265   0.4646
 06X  H20   H   HCH2  0   0.230   6.5161   1.7026  -0.9792
 06X  H21   H   HCH2  0   0.203   5.3543   0.7925  -1.9276
 06X  H22   H   HNH2  0   0.350   5.4299   3.1816  -2.4416
 06X  H23   H   HNH2  0   0.340   3.9635   2.7652  -1.9182
 06X  H25   H   HCH1  0   0.275  -1.7330  -0.5198   1.2964
 06X  H26   H   HNH1  0   0.407   1.5508   2.5781   0.1314

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 06X  CAB  OAQ   single    1.424  0.020  1.424
 06X  OAQ  CAU   single    1.331  0.020  1.331
 06X  OAE  CAU   double    1.214  0.020  1.214
 06X  CAU  CAX   single    1.460  0.020  1.460
 06X  CAC  CAT   single    1.500  0.020  1.500
 06X  CAI  CAH   aromatic  1.388  0.020  1.388
 06X  CAI  CAK   aromatic  1.385  0.020  1.385
 06X  CAH  CAJ   aromatic  1.385  0.020  1.385
 06X  CAK  CBA   aromatic  1.395  0.020  1.395
 06X  CAX  CAT   double    1.359  0.020  1.359
 06X  CAX  CBB   single    1.516  0.020  1.516
 06X  CAT  NAP   single    1.364  0.020  1.364
 06X  CAJ  CAZ   aromatic  1.390  0.020  1.390
 06X  CBA  CAZ   aromatic  1.392  0.020  1.392
 06X  CBA  CBB   single    1.522  0.020  1.522
 06X  CAZ  CLAG  single    1.736  0.020  1.736
 06X  CBB  CAY   single    1.515  0.020  1.515
 06X  NAP  CAW   single    1.376  0.020  1.376
 06X  CAW  CAY   double    1.344  0.020  1.344
 06X  CAW  CAO   single    1.503  0.020  1.503
 06X  CAY  CAV   single    1.478  0.020  1.478
 06X  CAN  CAM   single    1.511  0.020  1.511
 06X  CAN  OAR   single    1.412  0.020  1.412
 06X  CAM  NAD   single    1.454  0.020  1.454
 06X  OAR  CAO   single    1.405  0.020  1.405
 06X  OAS  CAV   single    1.326  0.020  1.326
 06X  OAS  CAL   single    1.436  0.020  1.436
 06X  CAV  OAF   double    1.209  0.020  1.209
 06X  CAA  CAL   single    1.509  0.020  1.509
 06X  CAJ  H1    single    0.930  0.020  1.080
 06X  CAH  H2    single    0.930  0.020  1.080
 06X  CAI  H3    single    0.930  0.020  1.080
 06X  CAK  H4    single    0.930  0.020  1.080
 06X  CAL  H5    single    0.970  0.020  1.090
 06X  CAL  H6    single    0.970  0.020  1.090
 06X  CAA  H7    single    0.970  0.020  1.090
 06X  CAA  H8    single    0.970  0.020  1.090
 06X  CAA  H9    single    0.970  0.020  1.090
 06X  CAB  H10   single    0.970  0.020  1.090
 06X  CAB  H11   single    0.970  0.020  1.090
 06X  CAB  H12   single    0.970  0.020  1.090
 06X  CAC  H13   single    0.970  0.020  1.090
 06X  CAC  H14   single    0.970  0.020  1.090
 06X  CAC  H15   single    0.970  0.020  1.090
 06X  CAO  H16   single    0.970  0.020  1.090
 06X  CAO  H17   single    0.970  0.020  1.090
 06X  CAN  H18   single    0.970  0.020  1.090
 06X  CAN  H19   single    0.970  0.020  1.090
 06X  CAM  H20   single    0.970  0.020  1.090
 06X  CAM  H21   single    0.970  0.020  1.090
 06X  NAD  H22   single    0.890  0.020  1.040
 06X  NAD  H23   single    0.890  0.020  1.040
 06X  CBB  H25   single    0.970  0.020  1.090
 06X  NAP  H26   single    0.860  0.020  1.020

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 06X  CBA  CAZ  CAJ   121.76  3.000
 06X  CBA  CAZ  CLAG  121.39  3.000
 06X  CAJ  CAZ  CLAG  116.86  3.000
 06X  H1   CAJ  CAH   120.23  3.000
 06X  H1   CAJ  CAZ   119.91  3.000
 06X  CAH  CAJ  CAZ   119.85  3.000
 06X  H2   CAH  CAI   120.66  3.000
 06X  H2   CAH  CAJ   119.68  3.000
 06X  CAI  CAH  CAJ   119.66  3.000
 06X  H3   CAI  CAK   119.99  3.000
 06X  H3   CAI  CAH   120.40  3.000
 06X  CAK  CAI  CAH   119.60  3.000
 06X  H4   CAK  CBA   118.87  3.000
 06X  H4   CAK  CAI   119.01  3.000
 06X  CBA  CAK  CAI   122.12  3.000
 06X  CBB  CBA  CAK   118.63  3.000
 06X  CBB  CBA  CAZ   124.36  3.000
 06X  CAK  CBA  CAZ   117.00  3.000
 06X  H25  CBB  CAX   108.55  3.000
 06X  H25  CBB  CAY   108.19  3.000
 06X  CAX  CBB  CAY   111.96  3.000
 06X  H25  CBB  CBA   108.03  3.000
 06X  CAY  CBB  CBA   108.85  3.000
 06X  CAX  CBB  CBA   111.14  3.000
 06X  CAW  CAY  CAV   124.86  3.000
 06X  CAV  CAY  CBB   113.93  3.000
 06X  CAW  CAY  CBB   121.20  3.000
 06X  OAS  CAV  OAF   123.16  3.000
 06X  OAF  CAV  CAY   122.72  3.000
 06X  OAS  CAV  CAY   114.04  3.000
 06X  CAL  OAS  CAV   118.03  3.000
 06X  H6   CAL  H5    107.93  3.000
 06X  H6   CAL  CAA   110.94  3.000
 06X  H5   CAL  CAA   110.91  3.000
 06X  H6   CAL  OAS   109.47  3.000
 06X  H5   CAL  OAS   109.89  3.000
 06X  CAA  CAL  OAS   107.69  3.000
 06X  H9   CAA  H8    108.63  3.000
 06X  H9   CAA  H7    107.82  3.000
 06X  H8   CAA  H7    107.83  3.000
 06X  H9   CAA  CAL   111.63  3.000
 06X  H8   CAA  CAL   111.66  3.000
 06X  H7   CAA  CAL   109.11  3.000
 06X  CAT  CAX  CAU   125.36  3.000
 06X  CAT  CAX  CBB   121.19  3.000
 06X  CAU  CAX  CBB   113.42  3.000
 06X  OAQ  CAU  OAE   122.12  3.000
 06X  OAE  CAU  CAX   122.48  3.000
 06X  OAQ  CAU  CAX   115.39  3.000
 06X  CAB  OAQ  CAU   117.39  3.000
 06X  H12  CAB  H11   109.16  3.000
 06X  H12  CAB  H10   109.17  3.000
 06X  H11  CAB  H10   109.06  3.000
 06X  H12  CAB  OAQ   105.87  3.000
 06X  H11  CAB  OAQ   111.68  3.000
 06X  H10  CAB  OAQ   111.82  3.000
 06X  NAP  CAT  CAC   113.08  3.000
 06X  NAP  CAT  CAX   119.03  3.000
 06X  CAC  CAT  CAX   127.88  3.000
 06X  H15  CAC  H14   107.87  3.000
 06X  H15  CAC  H13   107.51  3.000
 06X  H14  CAC  H13   107.91  3.000
 06X  H15  CAC  CAT   111.10  3.000
 06X  H14  CAC  CAT   112.05  3.000
 06X  H13  CAC  CAT   110.23  3.000
 06X  H26  NAP  CAW   117.31  3.000
 06X  H26  NAP  CAT   117.76  3.000
 06X  CAW  NAP  CAT   124.39  3.000
 06X  CAO  CAW  NAP   112.05  3.000
 06X  CAO  CAW  CAY   128.14  3.000
 06X  NAP  CAW  CAY   119.65  3.000
 06X  H17  CAO  H16   107.02  3.000
 06X  H17  CAO  OAR   111.85  3.000
 06X  H16  CAO  OAR   110.55  3.000
 06X  H17  CAO  CAW   112.27  3.000
 06X  H16  CAO  CAW   107.51  3.000
 06X  OAR  CAO  CAW   107.57  3.000
 06X  CAN  OAR  CAO   113.12  3.000
 06X  H19  CAN  H18   107.53  3.000
 06X  H19  CAN  CAM   109.71  3.000
 06X  H18  CAN  CAM   109.80  3.000
 06X  H19  CAN  OAR   110.66  3.000
 06X  H18  CAN  OAR   110.38  3.000
 06X  CAM  CAN  OAR   108.75  3.000
 06X  H21  CAM  H20   106.38  3.000
 06X  H21  CAM  NAD   114.08  3.000
 06X  H20  CAM  NAD   108.70  3.000
 06X  H21  CAM  CAN   108.93  3.000
 06X  H20  CAM  CAN   107.14  3.000
 06X  NAD  CAM  CAN   111.26  3.000
 06X  H23  NAD  H22   105.61  3.000
 06X  H23  NAD  CAM   109.46  3.000
 06X  H22  NAD  CAM   109.26  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 06X  CONST_01  CAI  CAH  CAJ  CAZ      0.00   0.0  0
 06X  CONST_02  CAI  CAK  CBA  CAZ      0.00   0.0  0
 06X  CONST_03  CAK  CAI  CAH  CAJ      0.00   0.0  0
 06X  CONST_04  CAK  CBA  CAZ  CAJ      0.00   0.0  0
 06X  CONST_05  CBA  CAK  CAI  CAH      0.00   0.0  0
 06X  CONST_06  CBA  CAZ  CAJ  CAH      0.00   0.0  0
 06X  CONST_07  CBB  CBA  CAZ  CAJ    180.00   0.0  0
 06X  CONST_08  CBB  CBA  CAK  CAI    180.00   0.0  0
 06X  CONST_09  CAH  CAJ  CAZ  CLAG   180.00   0.0  0
 06X  CONST_10  CAK  CBA  CAZ  CLAG   180.00   0.0  0
 06X  CONST_11  CBB  CBA  CAZ  CLAG     0.00   0.0  0
 06X  CONST_12  H2   CAH  CAJ  CAZ    180.00   0.0  0
 06X  CONST_13  H4   CAK  CBA  CAZ    180.00   0.0  0
 06X  CONST_14  H3   CAI  CAH  CAJ    180.00   0.0  0
 06X  CONST_15  H1   CAJ  CAH  CAI    180.00   0.0  0
 06X  Var_01    NAP  CAT  CAX  CBB     -6.60  30.0  1
 06X  Var_02    NAP  CAW  CAY  CBB      1.81  30.0  1
 06X  Var_03    CAT  NAP  CAW  CAY     10.39  30.0  1
 06X  Var_04    CAW  NAP  CAT  CAX     -7.86  30.0  1
 06X  Var_05    OAQ  CAU  CAX  CBB    175.16  30.0  2
 06X  Var_06    OAS  CAV  CAY  CBB    141.75  30.0  2
 06X  Var_07    OAR  CAO  CAW  CAY    123.75  30.0  3
 06X  Var_08    H13  CAC  CAT  CAX   -167.52  30.0  3
 06X  Var_09    CAA  CAL  OAS  CAV   -177.33  30.0  3
 06X  Var_10    CAM  CAN  OAR  CAO   -175.57  30.0  1
 06X  Var_11    NAD  CAM  CAN  OAR     64.35  30.0  3
 06X  Var_12    H7   CAA  CAL  OAS   -179.39  30.0  3
 06X  Var_13    H10  CAB  OAQ  CAU    -60.07  30.0  3
 06X  Var_14    H22  NAD  CAM  CAN    175.72  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 06X  chir_01  CBB  CAX  CBA  CAY  negativ

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 06X  plan-1  CLAG  0.020
 06X  plan-1  CAZ   0.020
 06X  plan-1  CAJ   0.020
 06X  plan-1  CAH   0.020
 06X  plan-1  CAI   0.020
 06X  plan-1  CAK   0.020
 06X  plan-1  CBA   0.020
 06X  plan-1  CBB   0.020
 06X  plan-1  H1    0.020
 06X  plan-1  H2    0.020
 06X  plan-1  H3    0.020
 06X  plan-1  H4    0.020
 06X  plan-2  CAT   0.020
 06X  plan-2  NAP   0.020
 06X  plan-2  CAW   0.020
 06X  plan-2  H26   0.020
 06X  plan-3  CAX   0.020
 06X  plan-3  CAU   0.020
 06X  plan-3  OAE   0.020
 06X  plan-3  OAQ   0.020
 06X  plan-4  CAY   0.020
 06X  plan-4  CAV   0.020
 06X  plan-4  OAF   0.020
 06X  plan-4  OAS   0.020

